Senior Windows Systems Administrator

We're partnering with a growing wealth management organization to find a hands-on Systems Administrator who will support and evolve core IT infrastructure across multiple affiliated firms. This role blends day-to-day IT operations with longer-term infrastructure strategy and integration efforts in a fast-paced, highly regulated environment.

You'll collaborate closely with others in the infrastructure group, support teams, and business stakeholders to ensure systems are secure, reliable, and scalable as the organization continues to grow.

• Act as a hands‑on technical resource supporting enterprise IT operations across a multi‑entity wealth management environment
• Administer and support Azure AD, Intune / Endpoint Manager, and Microsoft 365
• Ensure reliability and performance of core systems including email, servers, and internal networks
• Support employee onboarding and off‑boarding, including identity, access, and device provisioning
• Travel to remote offices to assist with site setups, technology migrations, and infrastructure deployments
• Assist with call flow and routing administration (experience with cloud‑based telephony platforms a plus)
• Support Tier 1 and Tier 2 technicians with escalated system and infrastructure issues
• Maintain clear documentation of systems, configurations, and operational procedures
• Identify opportunities to improve existing systems and recommend new technologies aligned with business needs
• Communicate technical initiatives and system status to managers and executive stakeholders
• Perform hands‑on work with network cabling, hardware installation, and ongoing support as required

• Direct experience administering Microsoft 365 (Office 365) environments
• Hands‑on experience managing and troubleshooting Azure AD and Intune / Endpoint Manager
• Strong troubleshooting skills across identity, endpoint, and infrastructure systems
• Experience supporting Windows environments (servers and endpoints) in production
• Working knowledge of IT best practices related to security, backups, patching, monitoring, and documentation
• Strong communication skills with the ability to explain technical concepts to non‑technical audiences
• A service‑oriented mindset with a strong sense of ownership and follow‑through

• Experience administering Ring Central or similar cloud‑based phone systems
• Experience deploying and supporting Windows Autopilot
• Email migration experience, including Exchange Online (O365)
• Email troubleshooting experience (spam filtering, DKIM, SPF)
• Comfort working in environments that occasionally require physical infrastructure support

Vaco by Highspring values a diverse workplace and strongly encourages women, people of color, LGBTQ+ individuals, people with disabilities, members of ethnic minorities, foreign‑born residents, and veterans to apply.

Vaco by Highspring is an Equal Opportunity Employer and does not discriminate against any employee or applicant for employment because of race (including but not limited to traits historically associated with race such as hair texture and hair style), color, sex (includes pregnancy or related conditions), religion or creed, national origin, citizenship, age, disability, status as a veteran, union membership, ethnicity, gender, gender identity, gender expression, sexual orientation, marital status, political affiliation, or any other protected characteristics as required by federal, state or local law.

Vaco by Highspring and its parents, affiliates, and subsidiaries are committed to the full inclusion of all qualified individuals. As part of this commitment, Vaco by Highspring and its parents, affiliates, and subsidiaries will ensure that persons with disabilities are provided reasonable accommodations. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or to receive other benefits and privileges of employment, please contact

Vaco by Highspring also wants all applicants to know their rights that workplace discrimination is illegal.

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